布朗斯特酸催化的 N,N'-环状亚甲胺亚胺与异吲哚-1,3-二酮的（4 + 3）环化反应。

Brønsted Acid-Catalyzed (4 + 3) Cyclization of N, N'-Cyclic Azomethine Imines with Isatoic Anhydrides.

机构信息

School of Chemistry and Materials Science , Jiangsu Normal University , Xuzhou 221116 , China.

出版信息

Org Lett. 2019 Feb 1;21(3):598-602. doi: 10.1021/acs.orglett.8b03604. Epub 2019 Jan 15.

DOI:10.1021/acs.orglett.8b03604

Abstract

A Brønsted acid-catalyzed (4 + 3) cyclization of N, N'-cyclic azomethine imines with isatoic anhydrides has been discovered, which constructs seven-membered nitrogenous heterocyclic frameworks with overall high yields (up to 98% yield). This reaction represents a rarely reported (4 + 3) cyclization of N, N'-cyclic azomethine imines, which involves the reassembly of a C-N bond. In addition, this reaction has also accomplished the unprecedented (4 + 3) cyclization of isatoic anhydrides.

摘要

现已发现一种布朗斯特酸催化的 N,N'-环亚甲胺亚胺与异吲哚-1,3-二酮的（4+3）环化反应，该反应以高产率（高达 98%的产率）构建了具有整体高收率的七元氮杂环骨架。该反应代表了一种很少报道的 N,N'-环亚甲胺亚胺的（4+3）环化反应，其中涉及 C-N 键的重新组装。此外，该反应还实现了前所未有的异吲哚-1,3-二酮的（4+3）环化。